Self-assembled micelles of well-defined pentaerythritol-centered amphiphilic A4B8 star-block copolymers based on PCL and PEG for hydrophobic drug delivery

Nabid, Mohammad Reza; Rezaei, Seyed Jamal Tabatabaei; Sedghi, Roya; Niknejad, Hassan; Entezami, Ali Akbar; Oskooie, Hossein A.; Heravi, Majid Μ.

doi:10.1016/j.polymer.2011.04.054

Cited by 107 publications

(66 citation statements)

References 55 publications

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“…Comparing with POSS‐ g ‐(PBLA 30 ‐ b ‐PEG) micelles, the quercetin released from POSS‐ g ‐(PBLA 15 ‐ b ‐PEG) micelles was faster, which could be due to the stronger hydrophobic interactions between quercetin and the hydrophobic blocks in the POSS‐ g ‐(PBLA 30 ‐ b ‐PEG) micelles. The drug release behavior and release rate was similar to those of star‐shaped polyester‐ b ‐PEG micelles previously reported …”

Section: Resultssupporting

confidence: 81%

Synthesis and Drug Release of Star‐Shaped Poly(benzyl L‐aspartate)‐block‐poly(ethylene glycol) Copolymers with POSS Cores

Zhang

et al. 2013

Macromolecular Bioscience

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Star-shaped amphiphilic block copolymers with polyhedral oligomeric silsesquioxanes (POSS) as cores are synthesized using the "arm-first" strategy. First, the block copolymer poly(benzyl L-aspartate)-block-poly(ethylene glycol) (PBLA-b-PEG) is synthesized via ring-opening polymerization of β-benzyl L-aspartate-N-carboxyanhydride (BLA-NCA) with α-methoxy-ω-aminopoly(ethylene glycol) (mPEG-NH2 ) as a macroinitiator. The copolymers are then immobilized on the eight groups of the polyhedral oligomeric silsesquioxanes (POSS-COOH). The star-shaped copolymers (POSS-g-(PBLA-b-PEG)) are characterized by (1) H NMR and FT-IR spectroscopy and gel permeation chromatography. The star-shaped block copolymers self-assemble into micelles in aqueous medium. Quercetin is used as a model drug and the drug loading content and encapsulation efficiency increases with increasing chain length of the PBLA blocks. The drug release behaviors of drug loaded micelles are investigated and the cytotoxicity assay demonstrates that the POSS-g-(PBLA-b-PEG) copolymers are non-toxic. The star-shaped block copolymers are potential carriers for anticancer drug delivery.

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Section: Resultssupporting

confidence: 81%

Synthesis and Drug Release of Star‐Shaped Poly(benzyl L‐aspartate)‐block‐poly(ethylene glycol) Copolymers with POSS Cores

Zhang

et al. 2013

Macromolecular Bioscience

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“…In Figure b, two strong peaks which correspond to mPEG were observed, at 2θ = 19.2° and 23.3°, whereas the diffraction pattern of the diblock copolymer TEHA‐ b ‐mPEG demonstrated a broadly distributed signal in the range of 2θ = 15°–25°, related to the peaks of both mPEG and TEHA blocks. Since both characteristic homopolymer reflections were visible in the block copolymer sample, it can be concluded that the conjugation of mPEG and TEHA suppressed the crystallization of TEHA to desirable extent and both the polymer chains were mixed well in molecular level …”

Section: Resultsmentioning

confidence: 98%

Novel Castor Oil‐Derived Block Copolymers as Promising Candidates for Biological Applications: Biorelevant and Biocompatible

Nerantzaki

Adam

Koliakou

et al. 2017

Macro Chemistry & Physics

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The castor oil‐derived fatty acid (thioether‐containing ω‐hydroxyacid) is obtained using the UV‐catalyzed thiol‐Michael addition and is used for the first time as a monomer, for the development of biorelevant copolymers based on ε‐caprolactone, methoxy‐poly(ethylene glycol), and poly(ethylene glycol). Proton nuclear magnetic resonance, Fourier transform infrared spectroscopy, and size exclusion chromatography, confirm the successful synthesis of diblock and triblock copolymers with very narrow molecular weight distributions. X‐ray diffractometry, polarizing light microscopy, and differential scanning calorimetry, suggest that crystallization of the crystalline block chains is restricted within the microphase‐separated morphology and that it is strongly affected by the competition between the two semicrystalline blocks. Moreover, thermogravimetric analysis reveals that the thermal properties of the copolymers are intermediate between those of their parent homopolymers. Regardless of their block composition, the biorelevant copolyesters do not exhibit apparent cytotoxicity, according to the (3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide) (MTT) and fluorescence microscopy assays.

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“…However, the existence of a PEG shell prevents further agglomeration and prevents the precipitation of agglomerates [18]. It has been demonstrated that the prevention of precipitation of thermosensitive micelles, which is caused by the higher temperature of tumor tissue, is a very effective factor in the delivery and uptake of thermoresponsive carriers [37]. To verify the DLS results, TEM was used for the visualization of HPC-PEG-Chol-biotin micelles in aqueous solution.…”

Section: Self-assembly and Micellar Properties Of Biotinylated Modifimentioning

confidence: 99%

Thermosensitive biotinylated hydroxypropyl cellulose-based polymer micelles as a nano-carrier for cancer-targeted drug delivery

et al. 2014

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In this article, we report the synthesis of a novel amphiphilic hydroxypropyl cellulose-based polymer (HPC-PEG-Chol) that contained poly (ethylene glycol) and cholesterol-containing moieties with specific degrees of substitution. The resulting polymer was subsequently converted to a biotin conjugate (HPC-PEG-Chol-biotin), to develop a new potential cancer-targeted drug delivery system. The biotin conjugate was used to prepare micelles via the dialysis method. The polymeric micelles in aqueous solution presented a lower critical solution temperature (LCST) of 39.8 o C. The critical micelle concentration (CMC) values of the polymeric micelles at 25 and 45°C were evaluated to be about 0.32 and 0. 25 g/L, respectively. Dynamic light scattering (DLS) and transmission electron microscopy (TEM) analyses of the micelles revealed the spherical shapes of the micelles, with 84 nm mean diameters that increased with the increase of the temperature above LCST. The hydrophobic anticancer drug paclitaxel (PTX) was loaded in the micelles and the in vitro release behaviors of PTX were investigated at different temperatures. The release profile of PTX from the polymeric micelles revealed a thermosensitivity, since its release rate was higher at 41°C than at 37°C. Fluorescent microscopy analyses confirm that the PTX-loaded HPC-PEG-Cholbiotin is superior in cellular uptake, with very strong adsorption to both HeLa and MDA-MB-231 cancer cell lines. MTT assay in normal cells indicated that HPC-PEG-Chol-biotin micelles have great potential to be safely used in tumortargeting chemotherapy.

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Self-assembled micelles of well-defined pentaerythritol-centered amphiphilic A4B8 star-block copolymers based on PCL and PEG for hydrophobic drug delivery

Cited by 107 publications

References 55 publications

Synthesis and Drug Release of Star‐Shaped Poly(benzyl L‐aspartate)‐block‐poly(ethylene glycol) Copolymers with POSS Cores

Synthesis and Drug Release of Star‐Shaped Poly(benzyl L‐aspartate)‐block‐poly(ethylene glycol) Copolymers with POSS Cores

Novel Castor Oil‐Derived Block Copolymers as Promising Candidates for Biological Applications: Biorelevant and Biocompatible

Thermosensitive biotinylated hydroxypropyl cellulose-based polymer micelles as a nano-carrier for cancer-targeted drug delivery

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